(4bR,10aS)-4b-hydroxy-7,9-dimethoxy-11,11-dimethyl-10,10a-dihydrobenzo[b]fluoren-5-one

Details

• Internal ID: 87519c33-74fe-4d60-b5a1-89cf6641da01
• Taxonomy: Benzenoids > Fluorenes
• IUPAC Name: (4bR,10aS)-4b-hydroxy-7,9-dimethoxy-11,11-dimethyl-10,10a-dihydrobenzo[b]fluoren-5-one
• SMILES (Canonical): CC1(C2CC3=C(C=C(C=C3OC)OC)C(=O)C2(C4=CC=CC=C41)O)C
• SMILES (Isomeric): CC1([C@@H]2CC3=C(C=C(C=C3OC)OC)C(=O)[C@@]2(C4=CC=CC=C41)O)C
• InChI: InChI=1S/C21H22O4/c1-20(2)15-7-5-6-8-16(15)21(23)18(20)11-13-14(19(21)22)9-12(24-3)10-17(13)25-4/h5-10,18,23H,11H2,1-4H3/t18-,21-/m0/s1
• InChI Key: XLDODHMVPSKCEW-RXVVDRJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8968	89.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7729	77.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6227	62.27%
P-glycoprotein inhibitior	-	0.4561	45.61%
P-glycoprotein substrate	-	0.8375	83.75%
CYP3A4 substrate	+	0.5956	59.56%
CYP2C9 substrate	-	0.7752	77.52%
CYP2D6 substrate	-	0.7747	77.47%
CYP3A4 inhibition	-	0.5603	56.03%
CYP2C9 inhibition	-	0.6991	69.91%
CYP2C19 inhibition	-	0.5548	55.48%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	+	0.7245	72.45%
CYP2C8 inhibition	-	0.5767	57.67%
CYP inhibitory promiscuity	-	0.7539	75.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9420	94.20%
Carcinogenicity (trinary)	Non-required	0.5274	52.74%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.6399	63.99%
Skin irritation	-	0.6997	69.97%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7039	70.39%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5360	53.60%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7403	74.03%
Acute Oral Toxicity (c)	III	0.5894	58.94%
Estrogen receptor binding	+	0.9168	91.68%
Androgen receptor binding	+	0.5587	55.87%
Thyroid receptor binding	+	0.7473	74.73%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.6901	69.01%
PPAR gamma	+	0.8022	80.22%
Honey bee toxicity	-	0.9205	92.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6651	66.51%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.71%	98.75%
CHEMBL4208	P20618	Proteasome component C5	92.21%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.49%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	88.81%	93.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.25%	82.69%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.97%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.57%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.41%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.78%	85.14%

Plants that contains it

• Carex distachya

Cross-Links

• PubChem: 11702818
• LOTUS: LTS0155512
• wikiData: Q105329906